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Decomposition of Benzene-Diazonium Chloride

Abstract

To test the suggestion1 that the decomposition of aromatic diazo compounds might be non-ionic in mechanism, I have been investigating the decomposition of benzene-diazonium chloride in the presence of non-aqueous solvents. When suspended in an organic liquid, benzene, diazonium chloride appears to melt at about 50° C. and then immediately a violent decomposition sets in. There is great heat evolution, and, except on the small scale, the reaction tends to become explosively violent. Often hydrogen chloride is evolved, and whenever its formation has been observed, chlorobenzene has been found amongst the reaction products.

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References

  1. Waters, J. Chem. Soc., 114 (1937).

  2. Ber., 62, 1010, 1018 (1929); 68, 1877 (1935).

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WATERS, W. Decomposition of Benzene-Diazonium Chloride. Nature 140, 466–467 (1937). https://doi.org/10.1038/140466c0

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